33,167

Cheshire County, NH Homes

Section Image
  • 0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
    /17

    $80,000

    Sold Nov 25, 2025

    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431

    • Land
    • 2.07 Acres
    • $38,647 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 22 Days On Market

    Last Listing Agent Emily Lagerberg R.H. Thackston & Company

    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
    • 0 Fox Hill Rd, Stoddard, NH 03464
      0 Fox Hill Rd, Stoddard, NH 03464
      0 Fox Hill Rd, Stoddard, NH 03464
      /6

      Not Listed For Sale

      0 Fox Hill Rd, Stoddard, NH 03464

      0 Fox Hill Rd, Stoddard, NH 03464

      Last Sold Summary

      • 92 Days On Market

  • 229 Back Ashuelot Rd, Winchester, NH 03470
    229 Back Ashuelot Rd, Winchester, NH 03470
    229 Back Ashuelot Rd, Winchester, NH 03470
    /60

    $324,900

    Under Contract
    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    229 Back Ashuelot Rd, Winchester, NH 03470

    Welcome home to Ashuelot Road! Enjoy your quiet, extremely well-maintained river front home for many years to come. Just steps from the Ashuelot river and rail trail, this home is perfect for anyone seeking rest and relaxation from the busy days life brings. Featuring a brand new metal roof, as well as a brand new composite back deck and front entry way, you will never have to worry about

    Kenny Laughters LPT Realty

    229 Back Ashuelot Rd, Winchester, NH 03470
  • 41 South St, Troy, NH 03465
    41 South St, Troy, NH 03465
    41 South St, Troy, NH 03465
    /26

    $225,000

    Sold Nov 25, 2025

    41 South St, Troy, NH 03465

    • 2 Beds
    • 1 Bath
    • 1,183 Sq Ft
    • Built 1914

    Last Sold Summary

    • 3% Above List Price
    • $190/SF
    • 6 Days On Market

    Current Estimated Value $224,425

    Last Listing Agent Josh Benner RE/MAX Town & Country

    41 South St, Troy, NH 03465
    • 113 Water St, Keene, NH 03431
      113 Water St, Keene, NH 03431
      113 Water St, Keene, NH 03431
      /3

      Est $334,628

      Not Listed For Sale

      113 Water St, Keene, NH 03431

      • 6 Beds
      • 2 Baths
      • 2,376 Sq Ft
      • Built 1890
      113 Water St, Keene, NH 03431

      Last Sold Summary

      • 8 Days On Market

  • 116 Beaver Lake Dr, Stoddard, NH 03464
    116 Beaver Lake Dr, Stoddard, NH 03464
    116 Beaver Lake Dr, Stoddard, NH 03464
    /60

    $370,000

    Pending
    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    116 Beaver Lake Dr, Stoddard, NH 03464

    Turn Key home can include furnishings and a 2003 Suntracker pontoon boat in Hidden Lake Association! Great Vacation Home/AirBNB/Investment Opportunity. Enjoy low tax Stoddard and the Hidden Lake Beach Association with use of 7 mile long Highland Lake. The footprint is 720 sq' but also includes a 2nd Bedroom in the loft upstairs for additional space. There is some timber frame Beam work in the

    Don Goudreau EXP Realty

    116 Beaver Lake Dr, Stoddard, NH 03464
  • 20 Winchester Rd, Chesterfield, NH 03443
    20 Winchester Rd, Chesterfield, NH 03443
    /2

    $212,500

    Sold Sep 26, 2025

    20 Winchester Rd, Chesterfield, NH 03443

    • 4 Beds
    • 2.5 Baths
    • 4,151 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Above List Price
    • $51/SF
    • 0 Days On Market

    Current Estimated Value $353,528

    Last Listing Agent Jamie Watson BHG Masiello Keene

    20 Winchester Rd, Chesterfield, NH 03443
    • 8 Grove St, Keene, NH 03431
      8 Grove St, Keene, NH 03431
      8 Grove St, Keene, NH 03431
      /16

      Est $343,756

      Not Listed For Sale

      8 Grove St, Keene, NH 03431

      • 5 Beds
      • 2 Baths
      • 2,136 Sq Ft
      • Built 1910
      8 Grove St, Keene, NH 03431

      Last Sold Summary

      • 65 Days On Market

  • 00 Route 9 Unit 12, Sullivan, NH 03445
    00 Route 9 Unit 12, Sullivan, NH 03445
    00 Route 9 Unit 12, Sullivan, NH 03445
    /4

    $45,000

    • Land
    • 4.81 Acres
    • $9,356 per Acre

    00 Route 9 Unit 12, Sullivan, NH 03445

    A surveyed, wooded lot with sloping land, ideal for a potential home with a walkout basement and/or garage under. Would also make a nice spot for a cabin or camp site, particularly with private frontage on crystal clear Otter Brook! Conveniently Located only 15 mins from Keene and approx. 45 mins from Concord. To convey in current use taxation. Penalty, if any, is negotiable. Buyer to conduct

    Fred Blais Blais & Associates, Realtors

    00 Route 9 Unit 12, Sullivan, NH 03445
  • 1082 Route 12a, Surry, NH 03431
    1082 Route 12a, Surry, NH 03431
    1082 Route 12a, Surry, NH 03431
    /60

    $560,000

    Sold Sep 30, 2025

    1082 Route 12a, Surry, NH 03431

    • 3 Beds
    • 2.5 Baths
    • 2,875 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $195/SF
    • 5 Days On Market

    Current Estimated Value $575,491

    Last Listing Agent Tom Bolduc Keller Williams Realty-Metropolitan

    1082 Route 12a, Surry, NH 03431
    • 9 Mechanic St, Winchester, NH 03470
      9 Mechanic St, Winchester, NH 03470
      9 Mechanic St, Winchester, NH 03470
      /14

      Est $214,336

      Not Listed For Sale

      9 Mechanic St, Winchester, NH 03470

      • Studio
      • 2 Baths
      • 2,000 Sq Ft
      • Built 1826
      9 Mechanic St, Winchester, NH 03470

      Last Sold Summary

      • 282 Days On Market

  • 305 Richmond Rd, Winchester, NH 03470
    305 Richmond Rd, Winchester, NH 03470
    305 Richmond Rd, Winchester, NH 03470
    /54

    $475,000

    Under Contract
    • 2,790 Sq Ft

    305 Richmond Rd, Winchester, NH 03470

    ATTENTION INVESTORS! Fully occupied 4-unit apartment building with a strong rental history and excellent income potential at 305 Richmond Road, Winchester, NH. This well-maintained multi-family property is located near the Massachusetts border, offering convenient access for commuters and tenants from both states. The property includes four residential units that are currently 100% occupied with

    Jack Garber Coldwell Banker Realty Nashua

    305 Richmond Rd, Winchester, NH 03470
  • 312 Pako Ave, Keene, NH 03431
    312 Pako Ave, Keene, NH 03431
    312 Pako Ave, Keene, NH 03431
    /42

    $400,000

    Sold Sep 15, 2025

    312 Pako Ave, Keene, NH 03431

    • 4 Beds
    • 2 Baths
    • 1,563 Sq Ft
    • Built 1966

    Last Sold Summary

    • $256/SF
    • 42 Days On Market

    Current Estimated Value $414,109

    Last Listing Agent Derek Eisenberg Continental Real Estate Group, Inc.

    312 Pako Ave, Keene, NH 03431
    • 35 Turnpike Rd, Jaffrey, NH 03452
      35 Turnpike Rd, Jaffrey, NH 03452
      35 Turnpike Rd, Jaffrey, NH 03452
      /60

      Not Listed For Sale

      35 Turnpike Rd, Jaffrey, NH 03452

      • 4,307 Sq Ft
      • Built 1870
      35 Turnpike Rd, Jaffrey, NH 03452

      Last Sold Summary

      • 137 Days On Market

  • 0 Stow Dr Unit 4929741, Chesterfield, NH 03466
    0 Stow Dr Unit 4929741, Chesterfield, NH 03466
    0 Stow Dr Unit 4929741, Chesterfield, NH 03466
    /13

    $330,000

    $5K PRICE INCREASE
    • Land
    • 2.01 Acres
    • $164,179 per Acre

    0 Stow Dr Unit 4929741, Chesterfield, NH 03466

    Great level commercial lot with easy access to Route 9 close to Brattleboro and Keene. Many options for its use.

    Sandy Cormier Greenwald Realty Group

    0 Stow Dr Unit 4929741, Chesterfield, NH 03466
  • 63 Prospect Hill Rd, Richmond, NH 03470
    63 Prospect Hill Rd, Richmond, NH 03470
    63 Prospect Hill Rd, Richmond, NH 03470
    /15

    $472,550

    Sold Dec 01, 2025

    63 Prospect Hill Rd, Richmond, NH 03470

    • 3 Beds
    • 1 Bath
    • 1,470 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Below List Price
    • $321/SF
    • 70 Days On Market

    Last Listing Agent Heather Peterson Four Seasons Sotheby's International Realty

    63 Prospect Hill Rd, Richmond, NH 03470
    • 524 Washington St, Keene, NH 03431
      524 Washington St, Keene, NH 03431
      524 Washington St, Keene, NH 03431
      /33

      Est $280,369

      Not Listed For Sale

      524 Washington St, Keene, NH 03431

      • 4 Beds
      • 2 Baths
      • 1,360 Sq Ft
      • Built 1910
      524 Washington St, Keene, NH 03431

      Last Sold Summary

      • 38 Days On Market

  • 4-18-3 Old Peterborough Rd, Dublin, NH 03444
    4-18-3 Old Peterborough Rd, Dublin, NH 03444
    4-18-3 Old Peterborough Rd, Dublin, NH 03444
    /3

    $145,000

    Pending
    • Land
    • 4.53 Acres
    • $32,009 per Acre

    4-18-3 Old Peterborough Rd, Dublin, NH 03444

    Newly subdivided lot has over 1000' of frontage on a country road near Route 101. Open hardwood forest. Level land and easy to build on. 100' x 100' square at the end of the lot is under easement to the telephone company. Close to downtown Peterborough shopping, dining and cultural events. Buyer to be responsible for current use penalty.

    Heather Peterson Four Seasons Sotheby's International Realty

    4-18-3 Old Peterborough Rd, Dublin, NH 03444
  • 18 Iceland Cir, Keene, NH 03431
    18 Iceland Cir, Keene, NH 03431
    18 Iceland Cir, Keene, NH 03431
    /54

    $389,000

    Sold Jun 18, 2026

    18 Iceland Cir, Keene, NH 03431

    • 3 Beds
    • 1 Bath
    • 1,696 Sq Ft
    • Built 1967

    Last Sold Summary

    • 6% Below List Price
    • $229/SF
    • 7 Days On Market

    Current Estimated Value $400,872

    Last Listing Agent Robin Smith BHG Masiello Keene

    18 Iceland Cir, Keene, NH 03431
    • 81 Armory St, Keene, NH 03431
      81 Armory St, Keene, NH 03431
      81 Armory St, Keene, NH 03431
      /24

      Est $320,961

      Not Listed For Sale

      81 Armory St, Keene, NH 03431

      • 4 Beds
      • 2 Baths
      • 1,851 Sq Ft
      • Built 1860
      81 Armory St, Keene, NH 03431

      Last Sold Summary

      • 21 Days On Market

  • 38 Pine St, Hinsdale, NH 03451
    38 Pine St, Hinsdale, NH 03451
    38 Pine St, Hinsdale, NH 03451
    /8

    $79,900

    • 3 Beds
    • 1 Bath
    • 780 Sq Ft

    38 Pine St, Hinsdale, NH 03451

    Sweet! This affordable home is in very nice condition and has been well cared for by the current owner! On the back side of the park, facing the woods, it has a bit of green space to enjoy. Main bedroom is right next to the bath and there is a bedroom there that would make a great home office. Nice, flat, sunny yard with lots of growing possibilities and a paved drive are both great features.

    Christine Lewis Brattleboro Area Realty

    38 Pine St, Hinsdale, NH 03451
  • 17 Leahy Rd, Keene, NH 03431
    17 Leahy Rd, Keene, NH 03431
    17 Leahy Rd, Keene, NH 03431
    /43

    $497,500

    Sold May 28, 2026

    17 Leahy Rd, Keene, NH 03431

    • 4 Beds
    • 2 Baths
    • 1,972 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $252/SF
    • 277 Days On Market

    Current Estimated Value $514,761

    Last Listing Agent Jillian Exel BHG Masiello Keene

    17 Leahy Rd, Keene, NH 03431
    • 7-11 Court St, Keene, NH 03431
      7-11 Court St, Keene, NH 03431
      /2

      Est $1,714,719

      Not Listed For Sale

      7-11 Court St, Keene, NH 03431

      • Studio
      • 1 Bath
      • 600 Sq Ft
      • Built 1900
      7-11 Court St, Keene, NH 03431

  • 139 Squantum Rd, Jaffrey, NH 03452
    139 Squantum Rd, Jaffrey, NH 03452
    139 Squantum Rd, Jaffrey, NH 03452
    /20

    $390,000

    $10K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,184 Sq Ft

    139 Squantum Rd, Jaffrey, NH 03452

    Located just a short walk from the town beach on Contoocook Lake, this spacious 6-bedroom, 3-bath home offers the opportunity to enjoy a relaxed lifestyle close to water, nature, and town conveniences. Set on a level 1.05-acre lot with generous yard space, there’s plenty of room for outdoor gatherings, gardening, or simply enjoying the open space. Originally a single-story home, the property was

    Jillian Exel BHG Masiello Keene

    139 Squantum Rd, Jaffrey, NH 03452
  • 196 Whitcomb Rd, Swanzey, NH 03446
    196 Whitcomb Rd, Swanzey, NH 03446
    196 Whitcomb Rd, Swanzey, NH 03446
    /43

    $425,000

    Sold Dec 30, 2025

    196 Whitcomb Rd, Swanzey, NH 03446

    • 1 Bed
    • 2 Baths
    • 2,197 Sq Ft
    • Built 1998

    Last Sold Summary

    • 6% Below List Price
    • $193/SF
    • 21 Days On Market

    Current Estimated Value $432,035

    Last Listing Agent Denise Thomas BHG Masiello Keene

    196 Whitcomb Rd, Swanzey, NH 03446
    • 0 Court St, Keene, NH 03431
      0 Court St, Keene, NH 03431
      0 Court St, Keene, NH 03431
      /3

      Not Listed For Sale

      0 Court St, Keene, NH 03431

      0 Court St, Keene, NH 03431

      Last Sold Summary

      • 473 Days On Market

  • Lot 9-3 Richmond Rd, Troy, NH 03465
    Lot 9-3 Richmond Rd, Troy, NH 03465
    /2

    $119,000

    • Land
    • 2 Acres
    • $59,500 per Acre

    Lot 9-3 Richmond Rd, Troy, NH 03465

    Beautiful rural lot ready for you to make it your own. Plenty of privacy with access to trails as well! Soil and perc tests done! 1 of 3 tracts being sold. Get your piece of peace and quiet today!!

    Darlene Rossi Morin Real Estate LLC

    Lot 9-3 Richmond Rd, Troy, NH 03465
  • 49 Prospect St, Jaffrey, NH 03452
    49 Prospect St, Jaffrey, NH 03452
    49 Prospect St, Jaffrey, NH 03452
    /34

    $355,000

    Sold Apr 27, 2026

    49 Prospect St, Jaffrey, NH 03452

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1965

    Last Sold Summary

    • 1% Above List Price
    • $336/SF
    • 8 Days On Market

    Current Estimated Value $356,463

    Last Listing Agent Jackie Kiley Tieger Realty Co. Inc.

    49 Prospect St, Jaffrey, NH 03452
    • 86 High, Hinsdale, NH 03451
      86 High, Hinsdale, NH 03451
      86 High, Hinsdale, NH 03451
      /12

      Est $221,330

      Not Listed For Sale

      86 High, Hinsdale, NH 03451

      • 5 Beds
      • 1 Bath
      • 2,079 Sq Ft
      • Built 1800
      86 High, Hinsdale, NH 03451

      Last Sold Summary

      • 117 Days On Market

  • 00 Esty Rd Unit 34, Westmoreland, NH 03467
    00 Esty Rd Unit 34, Westmoreland, NH 03467
    00 Esty Rd Unit 34, Westmoreland, NH 03467
    /4

    $19,900

    $10K PRICE DROP
    • Land
    • 2 Acres
    • $9,950 per Acre

    00 Esty Rd Unit 34, Westmoreland, NH 03467

    Looking for wooded recreational land tucked away in scenic Westmoreland, NH? This secluded 2-acre parcel on the corners of Daggett Hill Rd and Esty Rd offers a mixture of terrain surrounded by natural stone walls, creating the perfect setting for outdoor enthusiasts. Buyer to do due diligence regarding Class VI road access and building restrictions. Not currently classified as a buildable lot.

    Ayden Hardy BHG Masiello Keene

    00 Esty Rd Unit 34, Westmoreland, NH 03467
  • 72 Watson Rd, Winchester, NH 03470
    72 Watson Rd, Winchester, NH 03470
    72 Watson Rd, Winchester, NH 03470
    /41

    $450,000

    Sold Aug 11, 2025

    72 Watson Rd, Winchester, NH 03470

    • 3 Beds
    • 2 Baths
    • 2,234 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Above List Price
    • $201/SF
    • 29 Days On Market

    Current Estimated Value $464,492

    Last Listing Agent Kristin Reyes REAL Broker NH, LLC

    72 Watson Rd, Winchester, NH 03470
    • 44 Bonnie Brae Dr, Alstead, NH 03602
      44 Bonnie Brae Dr, Alstead, NH 03602
      44 Bonnie Brae Dr, Alstead, NH 03602
      /31

      Not Listed For Sale

      44 Bonnie Brae Dr, Alstead, NH 03602

      • 2 Beds
      • 1 Bath
      • 500 Sq Ft
      • Built 1970
      44 Bonnie Brae Dr, Alstead, NH 03602

      Last Sold Summary

      • 7 Days On Market

  • 27 Sheehan Ln, Harrisville, NH 03450
    27 Sheehan Ln, Harrisville, NH 03450
    27 Sheehan Ln, Harrisville, NH 03450
    /52

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 2,092 Sq Ft

    27 Sheehan Ln, Harrisville, NH 03450

    Opportunity awaits in one of New Hampshire's most sought-after towns! Set on 8 beautiful acres in picturesque Harrisville, this three-bedroom, two-bathroom log home offers the chance to create something truly special. Surrounded by rolling land and mature trees, the setting provides the privacy and country charm that make Harrisville such a desirable place to call home. This house is comfortable

    Michelle Carter Four Seasons Sotheby's International Realty

    27 Sheehan Ln, Harrisville, NH 03450
  • 463 Royalston Rd, Fitzwilliam, NH 03447
    463 Royalston Rd, Fitzwilliam, NH 03447
    463 Royalston Rd, Fitzwilliam, NH 03447
    /28

    $240,000

    Sold Jul 09, 2026

    463 Royalston Rd, Fitzwilliam, NH 03447

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1983

    Last Sold Summary

    • 7% Above List Price
    • $260/SF
    • 4 Days On Market

    Last Listing Agent Isabella Luhrs BHG Masiello Keene

    463 Royalston Rd, Fitzwilliam, NH 03447
    • 40 Cross St, Keene, NH 03431
      40 Cross St, Keene, NH 03431
      40 Cross St, Keene, NH 03431
      /39

      Est $365,953

      Not Listed For Sale

      40 Cross St, Keene, NH 03431

      • 6 Beds
      • 2 Baths
      • 2,212 Sq Ft
      • Built 1900
      40 Cross St, Keene, NH 03431

      Last Sold Summary

      • 28 Days On Market

  • 47 Taft Rd, Swanzey, NH 03446
    47 Taft Rd, Swanzey, NH 03446
    47 Taft Rd, Swanzey, NH 03446
    /46

    $275,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    47 Taft Rd, Swanzey, NH 03446

    Great opportunity to own this spacious 1,855 sq. ft. home featuring 4 bedrooms and 2 baths on a generous 1.3-acre lot. Enjoy a vaulted living room with skylights, a kitchen with an island, a large deck for outdoor gatherings, and a fenced yard for privacy and pets. Convenient layout and ample outdoor space make this an ideal choice for buyers seeking room to spread out. The house does need

    Carol Slocum Keller Williams Realty Metro-Keene

    47 Taft Rd, Swanzey, NH 03446
  • 0 Old Stoddard Rd Unit 5, Nelson, NH 03457
    0 Old Stoddard Rd Unit 5, Nelson, NH 03457
    0 Old Stoddard Rd Unit 5, Nelson, NH 03457
    /9

    $220,000

    Sold Apr 30, 2026

    0 Old Stoddard Rd Unit 5, Nelson, NH 03457

    • Land
    • 57.1 Acres
    • $3,853 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 533 Days On Market

    Last Listing Agent Ken Moller The Mollers Inc.

    0 Old Stoddard Rd Unit 5, Nelson, NH 03457
    • 173 Wentworth Rd, Walpole, NH 03608
      173 Wentworth Rd, Walpole, NH 03608
      173 Wentworth Rd, Walpole, NH 03608
      /10

      Est $256,731

      Not Listed For Sale

      173 Wentworth Rd, Walpole, NH 03608

      • 3 Beds
      • Built 2000
      173 Wentworth Rd, Walpole, NH 03608

      Last Sold Summary

      • 68 Days On Market

  • 101 Arch St, Keene, NH 03431
    101 Arch St, Keene, NH 03431
    101 Arch St, Keene, NH 03431
    /52

    $399,900

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,606 Sq Ft

    101 Arch St, Keene, NH 03431

    A tasteful blend of rustic meets modern convenience. The exterior charm of a classic log home with an open, cheerful and bright interior. Fresh off an extensive remodel that includes a kitchen with white cabinets, honed granite counters, stainless appliances and a peninsula to accommodate seating for 4 or more. Updated first floor bath with subway tile surround and new second floor dormer

    Wesley St. Pierre Keller Williams Realty Metro-Keene

    101 Arch St, Keene, NH 03431
  • 110 Bolton Rd, Winchester, NH 03470
    110 Bolton Rd, Winchester, NH 03470
    110 Bolton Rd, Winchester, NH 03470
    /50

    $400,000

    Sold Aug 28, 2025

    110 Bolton Rd, Winchester, NH 03470

    • 2 Beds
    • 2 Baths
    • 1,748 Sq Ft
    • Built 1977

    Last Sold Summary

    • 17% Below List Price
    • $229/SF
    • 7 Days On Market

    Current Estimated Value $417,469

    Last Listing Agent Greg Carter Four Seasons Sotheby's International Realty

    110 Bolton Rd, Winchester, NH 03470

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